About a month ago my girlfriend and I were watching porn when a video of of a guy watching his wife have sex with someone else came on. We viewed it for a couple minutes of it when Kelly (my girlfriend) asked if I would ever want to do something like that. At first I was a little taken back by the thought, but the more we talked about it the more it turned me on. We are both really sexual people and neither of us tend to get jealous. We even advocate flirting with other people at bar, parties, etc because neither of us feel it's healthy to control the other. In fact, when I see her flirting with a guy it excites me because I know how desirable she is and I know she is making the conscious decision to come home with me every night. Outside of flirting we have only had one experience with bringing other people into the bedroom. We were juniors in college and I was serving an internship 2 hours outside of where we were living. Kelly and her friend were visiting for the weekend and while she was driving she text me and told me she had a surprise for me. By the end of the night I had totally forgot about the surprise until I washed up for bed and when I went to my room Kelly and her friend were both in bed waiting for me. Needless to say I fulfilled every guy's biggest fantasy that night. The best part was that nothing afterward was awkward between any of us. It was sex and nothing more.
After our discussion about the porn and whether I would like to watch her with another guy we started to play around with the idea a lot. It started out as dirty talk while we we having sex, then it progressed to role playing, then to the point where we would be out and she would fantasize about what guy she wanted to bring home. It was always such a turn on we finally said fuck it we're going to make it happen. We already had a trip to Vegas planned and agreed it was the perfect place the make try it. We never had more sex in our lives than we did the weeks leading up to our trip. The thought of another guy pounding my girlfriend of 5 years in front of me would never leave me. I would be sitting at work and my mind would wonder to how it would go down and my imagination would run so wild I would catch myself trying not to get hard at the office. Kelly is 25 years old with dark hair, tan complexion, small C boobs and terrific butt.
Fast forward to the second night of our trip to where we were walking around the casino basically looking for someone she wanted fuck. The anticipation and excitement was overwhelming. I had some many questions. Would I enjoy watching? Would I get jealous? What type of guy is she going to pick? What if he is really hung? Would she cum for him?
As we were walking through the blackjack pit she pointed out a guy and asked "what about him?" The guy she pointed out looked to be in his mid 20's and seemed to be a good looking. He was sitting down but was looked to be tall, with an average build and was dressed nicely. It's a weird thing sizing up a guy and considering whether or not he is the right guy to bang your girlfriend. I wanted her to enjoy it but in the same breath I didn't want her fucking Brad Pitt either. There was a seat open next to him so I suggested we sit down and see what he was about.
As you would have it he was a cool dude. His name was Jason and he was in town with his buddies but he said they were all hammered and were passed out early. I suggested we try and get on their level and before you knew it shots started to flow. After about an hour and 5 tequila shots he lost all his money and was going to take off. I looked at Kelly and could tell she was into him so I told him we were sick of playing and since we were up money we would buy him a drink at the bar if he wanted. Being that his friends were passed out he didn't have any better offers so he took us up on the drink. We were all having a great time joking around and pounding drinks. Kelly was flirting with Jason by gently leaning into him and touching his arm or brushing her body against his. He didn't want to cross any lines but he was definitely digging her. On the outside I was playing it cool but on the inside my mind was racing. The thought of this guy bending Kelly over the hotel bed wouldn't leave my mind.
I don't know if it was because I was drunk or because of the anticipation leading up to it but either way I was ready to try and make it happen. Kelly was being anything but subtle that she wanted it too. But exactly how do you bring such a thing up to someone? Would he think we were weirdos and want to get the hell out of there. Shit, even I took it was weird and I was the one who wanted it. Despite my apprehension over how to broach the subject the liquor started talking and I decided to take the band-aid approach and just say it. The words started rolling out of my mouth and I began to explain how Kelly and I have been together a long time and wanted to try some new stuff in the bedroom. I told him about the threesome she gave me in college and that Vegas was the perfect spot for me to return the favor for her. I was nervous waiting for his reaction as I'm sure Kelly was but was really cool about it. He explained he actually had experience with this type of thing as he had a good friend who was a swinger and his friend had asked him to hook up with his wife. When he was done talking I asked him "So you're in?!"
He directed his attention at Kelly and said "Hell yea I'm in! I mean, Look at you!" Then a split second later he looked at me and was like "Wait, you're not bi or anything, right? And you're not going to rob me at gun point in your room?"
All of us let out an extremely nervous laugh and a breath of relief. I assured him I was definitely straight and that I would probably just watch. He replied "Well then I am definitely fucking in!"
That's when I remember thinking holy shit this is going to happen. Up until that point it was just a fantasy...something we both thought we wanted but weren't sure of. Expressing it openly to Jason and having him accept our invite made it very real. There was a brief awkward pause filled with sexual tension which Jason broke by ordering another round of shots and cheering to "a good night ahead."
We had one or two more drinks at the bar but it was obvious that all parties wanted to get the show on the road so as I was finishing my cocktail I suggested "What do you guys think about taking this party upstairs?" Kelly and Jason both agreed this was a good idea and the three of us began to make our way to our room.
As we approached the elevator bay Kelly and I were walking a step behind Jason and I whispered in her ear that she should start making out with him the second we got on the elevator. She smiled at me and told me "I think I can handle that."
True to her word as soon as the elevator doors closed behind us she pinned Jason against the wall and began to makeout with him. It was so erotic that I immediately began to feel my dick start to swell. I remember being jealous but it wasn't the type of jealous like where I wanted it to stop it was the good kind that feels like an adrenaline rush. For 11 floors I watched them makeout and toward the end Jason became more aggressive by pulling Kelly's body against his and grabbing her ass. After what seemed like an eternity the elevator made a "bing" and the doors opened. Kelly and Jason separated and I let out a deep breath saying aloud "Wow, this is going to be intense."
"Tell me about it" Jason replied.